55+ Communities Hillsborough County

Discover your own resort-at-home lifestyle in Hillsborough County. We have compiled all of the 55+ active adult communities in Hillsborough County in one place for you.

Here you will find all new construction as well as resale homes in Hillsborough County. You will fall in love with the fun-filled amenities and stylish single-family homes within these country club settings.

Working with an agent that is knowledgeable in all the requirements to live in a 55+ active adult community is crucial. Nick & Cindy Davis with RE/MAX Premier Group have assisted hundreds of our clients find the home of their dreams here in the Tampa Bay And Surrounding Areas. We are always just a click here or call to 813-300-7116 away.

55+ Communities Hillsborough County55+ Communities Hillsborough County


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All Active Adult Communities in Hillsborough County

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(all data current as of 5/15/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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151 - 180 of 500+ | Previous Page 6 of 17 Next
  1. Photo of 4109 NW 23rd Drive, Gainesville, FL 32605 (MLS # GC540237)
    $330,000
    Photo of 4109 NW 23rd Drive, Gainesville, FL 32605 (MLS # GC540237)
    Photo of 4109 NW 23rd Drive, Gainesville, FL 32605 (MLS # GC540237)
    4109 NW 23rd Drive, Gainesville, FL
    4109 NW 23rd Drive
    Gainesville, FL
    • 3 Beds
    • 2 Baths
    • 1,295 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  2. Photo of 49 Pine Radial, Ocala, FL 34472 (MLS # OM724753)
    $279,999
    Photo of 49 Pine Radial, Ocala, FL 34472 (MLS # OM724753)
    Photo of 49 Pine Radial, Ocala, FL 34472 (MLS # OM724753)
    49 Pine Radial, Ocala, FL
    49 Pine Radial
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,459 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  3. Photo of 15518 Fountain Cove Court, Winter Garden, FL 34787 (MLS # O6407942)
    $574,990
    Photo of 15518 Fountain Cove Court, Winter Garden, FL 34787 (MLS # O6407942)
    Photo of 15518 Fountain Cove Court, Winter Garden, FL 34787 (MLS # O6407942)
    15518 Fountain Cove Court, Winter Garden, FL
    15518 Fountain Cove Court
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,040 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  4. Photo of 1704 W Hanna Avenue, Tampa, FL 33604 (MLS # L4961916)
    $552,000
    Photo of 1704 W Hanna Avenue, Tampa, FL 33604 (MLS # L4961916)
    Photo of 1704 W Hanna Avenue, Tampa, FL 33604 (MLS # L4961916)
    1704 W Hanna Avenue, Tampa, FL
    1704 W Hanna Avenue
    Tampa, FL
    • 3 Beds
    • 3 Baths
    • 1,900 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  5. Photo of 1004 Monarch Pass, Lake Hamilton, FL 33851 (MLS # TB8502931)
    $358,710
    Photo of 1004 Monarch Pass, Lake Hamilton, FL 33851 (MLS # TB8502931)
    Photo of 1004 Monarch Pass, Lake Hamilton, FL 33851 (MLS # TB8502931)
    1004 Monarch Pass, Lake Hamilton, FL
    1004 Monarch Pass
    Lake Hamilton, FL
    • 4 Beds
    • 3 Baths
    • 1,988 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  6. Photo of 17704 Rivendel Road, Lutz, FL 33549 (MLS # TB8508739)
    $389,900
    Photo of 17704 Rivendel Road, Lutz, FL 33549 (MLS # TB8508739)
    Photo of 17704 Rivendel Road, Lutz, FL 33549 (MLS # TB8508739)
    17704 Rivendel Road, Lutz, FL
    17704 Rivendel Road
    Lutz, FL
    • 4 Beds
    • 2 Baths
    • 1,714 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  7. Photo of 14109 9th Terrace NE, Bradenton, FL 34212 (MLS # A4691130)
    $1,100,000
    Photo of 14109 9th Terrace NE, Bradenton, FL 34212 (MLS # A4691130)
    Photo of 14109 9th Terrace NE, Bradenton, FL 34212 (MLS # A4691130)
    14109 9th Terrace NE, Bradenton, FL
    14109 9th Terrace NE
    Bradenton, FL
    • 3 Beds
    • 3 Baths
    • 2,800 Home (sqft)
    • 3 Baths
    • 16,989 Lot (sqft)
  8. Photo of 384 Baytree Drive, Rotonda West, FL 33947 (MLS # D6147478)
    $365,000
    Photo of 384 Baytree Drive, Rotonda West, FL 33947 (MLS # D6147478)
    Photo of 384 Baytree Drive, Rotonda West, FL 33947 (MLS # D6147478)
    384 Baytree Drive, Rotonda West, FL
    384 Baytree Drive
    Rotonda West, FL
    • 3 Beds
    • 2 Baths
    • 1,894 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  9. Photo of 4719 Winsome Way, Bradenton, FL 34211 (MLS # A4692233)
    $915,000
    Photo of 4719 Winsome Way, Bradenton, FL 34211 (MLS # A4692233)
    Photo of 4719 Winsome Way, Bradenton, FL 34211 (MLS # A4692233)
    4719 Winsome Way, Bradenton, FL
    4719 Winsome Way
    Bradenton, FL
    • 4 Beds
    • 3 Baths
    • 2,190 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  10. Photo of 3245 Rackley Road, Brooksville, FL 34604 (MLS # W7885345)
    $585,000
    Photo of 3245 Rackley Road, Brooksville, FL 34604 (MLS # W7885345)
    Photo of 3245 Rackley Road, Brooksville, FL 34604 (MLS # W7885345)
    3245 Rackley Road, Brooksville, FL
    3245 Rackley Road
    Brooksville, FL
    • 3 Beds
    • 2 Baths
    • 1,893 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
  11. Photo of 2614 Cavanaugh Drive, Orlando, FL 32817 (MLS # O6408051)
    $624,990
    Photo of 2614 Cavanaugh Drive, Orlando, FL 32817 (MLS # O6408051)
    Photo of 2614 Cavanaugh Drive, Orlando, FL 32817 (MLS # O6408051)
    2614 Cavanaugh Drive, Orlando, FL
    2614 Cavanaugh Drive
    Orlando, FL
    • 5 Beds
    • 3 Baths
    • 3,198 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  12. Photo of 142 Woodlake Wynde #48, Oldsmar, FL 34677 (MLS # TB8507526)
    $199,500
    Photo of 142 Woodlake Wynde #48, Oldsmar, FL 34677 (MLS # TB8507526)
    Photo of 142 Woodlake Wynde #48, Oldsmar, FL 34677 (MLS # TB8507526)
    142 Woodlake Wynde #48, Oldsmar, FL
    142 Woodlake Wynde #48
    Oldsmar, FL
    • 2 Beds
    • 2 Baths
    • 924 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  13. Photo of 1013 Maiden Terrace, Celebration, FL 34747 (MLS # O6406995)
    $999,000
    Photo of 1013 Maiden Terrace, Celebration, FL 34747 (MLS # O6406995)
    Photo of 1013 Maiden Terrace, Celebration, FL 34747 (MLS # O6406995)
    1013 Maiden Terrace, Celebration, FL
    1013 Maiden Terrace
    Celebration, FL
    • 5 Beds
    • 3 Baths
    • 2,800 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  14. Photo of 11821 Northtrail Avenue #11821, Tampa, FL 33617 (MLS # TB8508734)
    $139,900
    Photo of 11821 Northtrail Avenue #11821, Tampa, FL 33617 (MLS # TB8508734)
    Photo of 11821 Northtrail Avenue #11821, Tampa, FL 33617 (MLS # TB8508734)
    11821 Northtrail Avenue #11821, Tampa, FL
    11821 Northtrail Avenue #11821
    Tampa, FL
    • 2 Beds
    • 2 Baths
    • 1,104 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 5237 Chiswick Circle, Belle Isle, FL 32812 (MLS # O6407025)
    $703,000
    Photo of 5237 Chiswick Circle, Belle Isle, FL 32812 (MLS # O6407025)
    Photo of 5237 Chiswick Circle, Belle Isle, FL 32812 (MLS # O6407025)
    5237 Chiswick Circle, Belle Isle, FL
    5237 Chiswick Circle
    Belle Isle, FL
    • 4 Beds
    • 3 Baths
    • 2,475 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  16. Photo of 10355 Paradise Boulevard #511, Treasure Island, FL 33706 (MLS # TB8504978)
    $319,900
    Photo of 10355 Paradise Boulevard #511, Treasure Island, FL 33706 (MLS # TB8504978)
    Photo of 10355 Paradise Boulevard #511, Treasure Island, FL 33706 (MLS # TB8504978)
    10355 Paradise Boulevard #511, Treasure Island, FL
    10355 Paradise Boulevard #511
    Treasure Island, FL
    • 1 Bed
    • 1 Bath
    • 895 Home (sqft)
    • 1 Bath
    • 1.93 Lot (ac)
  17. Photo of 356 Castle Drive, Lake Alfred, FL 33850 (MLS # TB8502932)
    $405,380
    Photo of 356 Castle Drive, Lake Alfred, FL 33850 (MLS # TB8502932)
    Photo of 356 Castle Drive, Lake Alfred, FL 33850 (MLS # TB8502932)
    356 Castle Drive, Lake Alfred, FL
    356 Castle Drive
    Lake Alfred, FL
    • 4 Beds
    • 3 Baths
    • 2,631 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  18. Photo of 766 Roma Avenue S, Lehigh Acres, FL 33974 (MLS # A4693717)
    $339,999
    Photo of 766 Roma Avenue S, Lehigh Acres, FL 33974 (MLS # A4693717)
    Photo of 766 Roma Avenue S, Lehigh Acres, FL 33974 (MLS # A4693717)
    766 Roma Avenue S, Lehigh Acres, FL
    766 Roma Avenue S
    Lehigh Acres, FL
    • 4 Beds
    • 2 Baths
    • 1,842 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  19. Photo of 702 E Gilchrist Street, Plant City, FL 33563 (MLS # O6407447)
    $320,000
    Photo of 702 E Gilchrist Street, Plant City, FL 33563 (MLS # O6407447)
    Photo of 702 E Gilchrist Street, Plant City, FL 33563 (MLS # O6407447)
    33
     
    702 E Gilchrist Street, Plant City, FL
    702 E Gilchrist Street
    Plant City, FL
    • 4 Beds
    • 2 Baths
    • 1,516 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  20. Photo of 1810 W Bearss Avenue, Tampa, FL 33613 (MLS # TB8506815)
    $2,000,000
    Photo of 1810 W Bearss Avenue, Tampa, FL 33613 (MLS # TB8506815)
    Photo of 1810 W Bearss Avenue, Tampa, FL 33613 (MLS # TB8506815)
    1810 W Bearss Avenue, Tampa, FL
    1810 W Bearss Avenue
    Tampa, FL
    • 4 Beds
    • 5 Baths
    • 4,127 Home (sqft)
    • 5 Baths
    • 1.02 Lot (ac)
  21. Photo of Spring Garden Ranch Rd, De Leon Springs, FL 32130 (MLS # V4949100)
    $99,000
    Photo of Spring Garden Ranch Rd, De Leon Springs, FL 32130 (MLS # V4949100)
    Photo of Spring Garden Ranch Rd, De Leon Springs, FL 32130 (MLS # V4949100)
    Spring Garden Ranch Rd, De Leon Springs, FL
    Spring Garden Ranch Rd
    De Leon Springs, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.02 Lot (ac)
  22. Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # O6406997)
    $690,000
    Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # O6406997)
    Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # O6406997)
    38
     
    6615 Helmsley Circle, Windermere, FL
    6615 Helmsley Circle
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,390 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  23. Photo of 7148 Chatum Light Run, Bradenton, FL 34212 (MLS # A4693370)
    $399,000
    Photo of 7148 Chatum Light Run, Bradenton, FL 34212 (MLS # A4693370)
    Photo of 7148 Chatum Light Run, Bradenton, FL 34212 (MLS # A4693370)
    7148 Chatum Light Run, Bradenton, FL
    7148 Chatum Light Run
    Bradenton, FL
    • 3 Beds
    • 3 Baths
    • 1,837 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  24. Photo of Spruce Road, Ocala, FL 34472 (MLS # OM724774)
    $35,000
    Photo of Spruce Road, Ocala, FL 34472 (MLS # OM724774)
    Photo of Spruce Road, Ocala, FL 34472 (MLS # OM724774)
    Spruce Road, Ocala, FL
    Spruce Road
    Ocala, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  25. Photo of 3817 W Dale Avenue #4, Tampa, FL 33609 (MLS # TB8507934)
    $799,000
    Photo of 3817 W Dale Avenue #4, Tampa, FL 33609 (MLS # TB8507934)
    Photo of 3817 W Dale Avenue #4, Tampa, FL 33609 (MLS # TB8507934)
    3817 W Dale Avenue #4, Tampa, FL
    3817 W Dale Avenue #4
    Tampa, FL
    • 3 Beds
    • 3 Baths
    • 2,152 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  26. Photo of 1031 Guernsey Street, Orlando, FL 32804 (MLS # O6407286)
    $1,290,000
    Photo of 1031 Guernsey Street, Orlando, FL 32804 (MLS # O6407286)
    Photo of 1031 Guernsey Street, Orlando, FL 32804 (MLS # O6407286)
    1031 Guernsey Street, Orlando, FL
    1031 Guernsey Street
    Orlando, FL
    • 4 Beds
    • 3 Baths
    • 3,198 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  27. Photo of 3490 Dow Lane, Spring Hill, FL 34609 (MLS # TB8508852)
    $339,000
    Photo of 3490 Dow Lane, Spring Hill, FL 34609 (MLS # TB8508852)
    Photo of 3490 Dow Lane, Spring Hill, FL 34609 (MLS # TB8508852)
    3490 Dow Lane, Spring Hill, FL
    3490 Dow Lane
    Spring Hill, FL
    • 3 Beds
    • 2 Baths
    • 1,955 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  28. Photo of 37327 Stanford Avenue, Zephyrhills, FL 33541 (MLS # TB8499949)
    $359,990
    Photo of 37327 Stanford Avenue, Zephyrhills, FL 33541 (MLS # TB8499949)
    Photo of 37327 Stanford Avenue, Zephyrhills, FL 33541 (MLS # TB8499949)
    37327 Stanford Avenue, Zephyrhills, FL
    37327 Stanford Avenue
    Zephyrhills, FL
    • 3 Beds
    • 2 Baths
    • 1,512 Home (sqft)
    • 2 Baths
    • 1.48 Lot (ac)
  29. Photo of 573 Kistler Circle, Clermont, FL 34715 (MLS # O6407507)
    $500,000
    Photo of 573 Kistler Circle, Clermont, FL 34715 (MLS # O6407507)
    Photo of 573 Kistler Circle, Clermont, FL 34715 (MLS # O6407507)
    573 Kistler Circle, Clermont, FL
    573 Kistler Circle
    Clermont, FL
    • 3 Beds
    • 2 Baths
    • 2,071 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  30. Photo of 8806 Crosswood Court, Riverview, FL 33578 (MLS # TB8504796)
    $829,000
    Photo of 8806 Crosswood Court, Riverview, FL 33578 (MLS # TB8504796)
    Photo of 8806 Crosswood Court, Riverview, FL 33578 (MLS # TB8504796)
    8806 Crosswood Court, Riverview, FL
    8806 Crosswood Court
    Riverview, FL
    • 5 Beds
    • 3 Baths
    • 2,262 Home (sqft)
    • 3 Baths
    • 23,523 Lot (sqft)
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